50 Overlook Drive, Chappaqua, NY 10514
Local realty services provided by:ERA Top Service Realty



50 Overlook Drive,Chappaqua, NY 10514
$2,000,000
- 6 Beds
- 6 Baths
- 5,234 sq. ft.
- Single family
- Active
Listed by:wendy nolan
Office:houlihan lawrence inc.
MLS#:877002
Source:One Key MLS
Price summary
- Price:$2,000,000
- Price per sq. ft.:$382.12
About this home
50 Overlook Drive, an elegant 6-bedroom colonial Tudor set in a quiet, tree-lined neighborhood. With fresh upgrades completed this month, including interior repainting, carpet-removal to expose wood floors. This one-of-a-kind home is a must see.
Meticulously maintained heating and cooling systems, brick exterior, and a classic-tile roof are some of the exceptional features this home can offer. Homes built to this quality are a rare find. Constructed in 1929, the home is also graced with soaring ceilings, intricate period moldings, and expansive sunlit interiors.
Designed for both grand entertaining and comfortable living, this spacious home is roaring with charm and can suit a variety of tastes and living styles. The first floor offers a living room with fireplace, an all seasons sunroom, a bright and airy dining room, a kitchen with pantry and wet-bar, a half bath, and an in-law or au pair suite with a full bath. Upstairs features 5 bedrooms and 3 full baths, a grand hallway, and attic access. Additional recreational space is provided in the finished basement, with a family room, a gym, and large mudroom, a half-bath, and a utility room.
The beautifully landscaped 1.2-acre lot boasts stunning specimen plantings and a private stone patio adjacent to the all-seasons sunroom. There is also a charming bridge, designed by renowned architect Ned Baldwin, leading to a park-like setting in the backyard.
This is an incredible opportunity to own a truly distinguished home in one of Chappaqua’s most desirable neighborhoods. Experience the perfect balance of classic architecture and modern luxury in this extraordinary residence, in a home that is built to stand the test of time.
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Home facts
- Year built:1929
- Listing Id #:877002
- Added:61 day(s) ago
- Updated:August 04, 2025 at 03:18 PM
Rooms and interior
- Bedrooms:6
- Total bathrooms:6
- Full bathrooms:4
- Half bathrooms:2
- Living area:5,234 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Hot Water, Steam
Structure and exterior
- Year built:1929
- Building area:5,234 sq. ft.
- Lot area:1.2 Acres
Schools
- High school:Horace Greeley High School
- Middle school:Robert E Bell School
- Elementary school:Douglas G Grafflin School
Utilities
- Water:Public
- Sewer:Septic Tank
Finances and disclosures
- Price:$2,000,000
- Price per sq. ft.:$382.12
- Tax amount:$47,202 (2024)
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